Patent US4424073A successfully refreshed from Google Patents.
US4424073A
Expired / Lapsed
US
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Herbicidal sulfonamides
Assignee: EIDP Inc
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Filing: 1982-04-22
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Granted: 1984-01-03
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Expires: 2002-04-22
Abstract
Abstract N-(5-substituted pyrimidin-2-ylaminocarbonyl)sulfonamides such as N-(5-chloropyrimidin-2-ylaminocarbonyl)sulfonamides are useful as herbicides.
Inventors
- 👤 George Levitt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:19
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D239/46; C07D239/47; C07D239/52
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
420 words
A compound selected from: ##STR165## wherein A is ##STR166## R is CO 2 R 2 , ##STR167## SO 2 NR 3 R 4 , Cl, CF 3 , NO 2 or S(O) n R 3 where n is 0, 1 or 2; R 1 is H, Cl, F, Br, NO 2 , CH 3 , OCH 3 or CF 3 ; R 2 is C 1 -C 6 alkyl, C 3 -C 4 alkenyl, C 2 -C 3 haloalkyl, C 5 -C 6 cycloalkyl, C 4 -C 7 cycloalkylalkyl, CH 2 OCH 2 CH 2 OCH 3 , CH 2 --CH(CH 3 )OR 5 or (CH 2 ) m OR 5 where m is 1, 2 or 3; R a 2 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or OCH 3 ; R b 2 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or R a 2 and R b 2 can be taken together to form --CH 2 -- 5 , --CH 2 -- 4 or --CH 2 CH 2 --O--CH 2 CH 2 --; R c 2 is C 1 -C 4 alkyl or C 3 -C 4 alkenyl; R 3 is C 1 -C 4 alkyl or OCH 3 ; R 4 is C 1 -C 4 alkyl; R 5 is C 1 -C 3 alkyl; X and Z are independently H, CH 3 , Br, Cl, OCH 3 , CH 2 CH 3 , CH 2 OCH 3 or OCH 2 CH 3 ; and Y is F, Cl, Br, I, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , (CH 2 ) 3 CH 3 , CH 2 --CH═CH 2 , OCH 3 , OCH 2 CH 3 , CN, CH 2 CH 2 Cl, CH 2 CH 2 CH 2 Cl, CH 2 CH 2 OCH 3 , OCH 2 OCH 3 , CH 2 OCH 3 , OCH 2 CH 2 OCH 3 , CH 2 CO 2 R 6 , CH 2 CH 2 CO 2 R 6 , CO 2 R 6 , ##STR168## or NO; R 6 is CH 3 or CH 2 CH 3 ; and their agriculturally suitable salts; provided that: (1) when R a 2 is OCH 3 , then R b 2 is CH 3 ; (2) when R 3 is OCH 3 , then R 4 is CH 3 ; and (3) when R is Cl, then Y is F.
Claim 2
Dependent Claim
420 words
A compound selected from: ##STR165## wherein A is ##STR166## R is CO 2 R 2 , ##STR167## SO 2 NR 3 R 4 , Cl, CF 3 , NO 2 or S(O) n R 3 where n is 0, 1 or 2; R 1 is H, Cl, F, Br, NO 2 , CH 3 , OCH 3 or CF 3 ; R 2 is C 1 -C 6 alkyl, C 3 -C 4 alkenyl, C 2 -C 3 haloalkyl, C 5 -C 6 cycloalkyl, C 4 -C 7 cycloalkylalkyl, CH 2 OCH 2 CH 2 OCH 3 , CH 2 --CH(CH 3 )OR 5 or (CH 2 ) m OR 5 where m is 1, 2 or 3; R a 2 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or OCH 3 ; R b 2 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or R a 2 and R b 2 can be taken together to form --CH 2 -- 5 , --CH 2 -- 4 or --CH 2 CH 2 --O--CH 2 CH 2 --; R c 2 is C 1 -C 4 alkyl or C 3 -C 4 alkenyl; R 3 is C 1 -C 4 alkyl or OCH 3 ; R 4 is C 1 -C 4 alkyl; R 5 is C 1 -C 3 alkyl; X and Z are independently H, CH 3 , Br, Cl, OCH 3 , CH 2 CH 3 , CH 2 OCH 3 or OCH 2 CH 3 ; and Y is F, Cl, Br, I, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , (CH 2 ) 3 CH 3 , CH 2 --CH═CH 2 , OCH 3 , OCH 2 CH 3 , CN, CH 2 CH 2 Cl, CH 2 CH 2 CH 2 Cl, CH 2 CH 2 OCH 3 , OCH 2 OCH 3 , CH 2 OCH 3 , OCH 2 CH 2 OCH 3 , CH 2 CO 2 R 6 , CH 2 CH 2 CO 2 R 6 , CO 2 R 6 , ##STR168## or NO; R 6 is CH 3 or CH 2 CH 3 ; and their agriculturally suitable salts; provided that: (1) when R a 2 is OCH 3 , then R b 2 is CH 3 ; (2) when R 3 is OCH 3 , then R 4 is CH 3 ; and (3) when R is Cl, then Y is F.
Claim 3
Dependent Claim
20 words
A compound of claim 1 wherein R is CO 2 R 2 or SO 2 NR 3 R 4 .
Claim 4
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is H.
Claim 5
Dependent Claim
10 words
A compound of claim 2 wherein R 1 is H.
Claim 6
Dependent Claim
62 words
A compound of claim 3 wherein R 2 is C 1 --C 4 alkyl, C 3 -C 4 alkenyl or C 2 -C 3 haloalkyl, and Y is F, Cl, Br, CH 3 , C 2 H 5 or CH 2 CH 2 Cl, and at least one of X or Z is CH 3 , OCH 3 , ethyl or ethoxy.
Claim 7
Dependent Claim
33 words
A compound of claim 5 wherein X is H, CH 3 or OCH 3 and Y is F, Cl, Br, CH 3 , C 2 H 5 or CH 2 CH 2 Cl.
Claim 8
Dependent Claim
8 words
The compound of claim 1, methyl 2-{ (5-chloropyrimidin-2-yl)aminocarbonyl!aminosulfonyl}benzoate.
Claim 9
Dependent Claim
8 words
The compound of claim 1, methyl 2-{ (4-chloro-6-methoxy-5-methylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl}benzoate.
Claim 10
Dependent Claim
8 words
The compound of claim 1, methyl 2- 4-chloro-5-(2-chloroethyl)-6-methylpyrimidin-2-yl!-aminocarbonyl!aminosulfonyl!benzoate.
Claim 11
Dependent Claim
8 words
The compound of claim 1, methyl 2- (4,5,6-trimethylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 12
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-iodo-4,6-dimethylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 13
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-chloro-4,6-dimethylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 14
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-bromo-4,6-dimethylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 15
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-ethyl-4,6-dimethylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 16
Dependent Claim
7 words
The compound of claim 1, 2-chloro-N- (5-fluoro-4,6-dimethoxypyrimidin-2-yl)aminocarbonyl!benzenesulfonamide.
Claim 17
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-fluoro-4,6-dimethoxypyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 18
Dependent Claim
8 words
The compound of claim 1, (2-propenyl 2- (5-fluoro-4,6-dimethoxypyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 19
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-chloro-4-methylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 20
Dependent Claim
8 words
The compound of claim 1, methyl 2- (5-ethyl-4-methylpyrimidin-2-yl)aminocarbonyl!aminosulfonyl!benzoate.
Claim 21
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 1 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 22
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 2 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 23
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 3 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 24
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 4 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 25
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 5 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 26
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 6 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 27
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 7 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 28
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 8 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 29
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of a compound of claim 9 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 30
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 1.
Claim 31
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 2.
Claim 32
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 3.
Claim 33
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 4.
Claim 34
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 5.
Claim 35
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 6.
Claim 36
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 7.
Claim 37
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 8.
Claim 38
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 9.
Claim 39
Dependent Claim
142 words
A compound selected from ##STR169## wherein A is ##STR170## R is CO 2 H; R 1 is H, Cl, F, Br, NO 2 , CH 3 , OCH 3 or CF 3 ; X and Z are independently H, CH 3 , Br, Cl, OCH 3 , CH 2 CH 3 , CH 2 OCH 3 or OCH 2 CH 3 ; and Y is F, Cl, Br, I, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , (CH 2 ) 3 CH 3 , CH 2 --CH═CH 2 , OCH 3 , OCH 2 CH 3 , CN, CH 2 CH 2 Cl, CH 2 CH 2 OCH 3 , OCH 2 OCH 3 , CH 2 OCH 3 , OCH 2 CH 2 OCH 3 , ##STR171## or NO; and their agriculturally suitable salts.
Claim 40
Dependent Claim
142 words
A compound selected from ##STR169## wherein A is ##STR170## R is CO 2 H; R 1 is H, Cl, F, Br, NO 2 , CH 3 , OCH 3 or CF 3 ; X and Z are independently H, CH 3 , Br, Cl, OCH 3 , CH 2 CH 3 , CH 2 OCH 3 or OCH 2 CH 3 ; and Y is F, Cl, Br, I, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , (CH 2 ) 3 CH 3 , CH 2 --CH═CH 2 , OCH 3 , OCH 2 CH 3 , CN, CH 2 CH 2 Cl, CH 2 CH 2 OCH 3 , OCH 2 OCH 3 , CH 2 OCH 3 , OCH 2 CH 2 OCH 3 , ##STR171## or NO; and their agriculturally suitable salts.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-02 | 1987-07-04 | 1988-01-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-02 | 1991-07-04 | 1992-01-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-02 | 1995-07-04 | 1996-01-03 | $7700.00 | Window Closed / Lapsed |